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Winter Park Homes For Sale & Real Estate - 187 homes

Winter Park homes for sale are located in Orange County, Florida. Find homes in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Park houses.

Location: Winter Park

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  • 512 FLETCHER PLACE, WINTER PARK, FL 32789

    $1,945,000Listed 09/21/2021 11:10AM   MLS ID: O5973620

    For Sale O5973620 - 512 FLETCHER PLACE, WINTER PARK, FL 32789 34 photos

    Bed: 5   Bath: 5.5
    Liv Area Sq Ft: 4860
       Built: 1951   Tax: $13,759 (2020)
    Community: Sorensen Heights
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $11,804 (change assumption)
    Mortgage ($10,657) + Taxes in 2020 ($1,147)

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    Taxes:$13,759

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: None


  • 612 BALFOUR DRIVE, WINTER PARK, FL 32792

    $299,90090 Days on yellowkey   MLS ID: O5956320

    7 Days Off yellowkey (back on 9/21/2021)

    REDUCED by $15,000 (4.8%) on 08/25/2021

    For Sale O5956320 - 612 BALFOUR DRIVE, WINTER PARK, FL 32792 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1504
       Built: 1958   Tax: $3,478 (2020)
    Community: Winter Park Estates
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,933 (change assumption)
    Mortgage ($1,643) + Taxes in 2020 ($290)

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    Taxes:$3,478

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 2500 ROXBURY ROAD, WINTER PARK, FL 32789

    $424,900Listed 09/21/2021 10:27AM   MLS ID: O5974445

    For Sale O5974445 - 2500 ROXBURY ROAD, WINTER PARK, FL 32789 39 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1701
       Built: 1955   Tax: $3,624 (2020)
    Community: Glencoe Sub
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,630 (change assumption)
    Mortgage ($2,328) + Taxes in 2020 ($302)

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    Taxes:$3,624

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 2531 LAFAYETTE AVENUE, WINTER PARK, FL 32789

    $410,00016 Days on yellowkey   MLS ID: O5971190

    INCREASED by $11,000 (2.8%) on 09/21/2021

    For Sale O5971190 - 2531 LAFAYETTE AVENUE, WINTER PARK, FL 32789 31 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 943
       Built: 1956   Tax: $3,078 (2020)
    Community: Winter Park Village
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,503 (change assumption)
    Mortgage ($2,247) + Taxes in 2020 ($257)

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    Taxes:$3,078

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 2443 VIA SIENNA, WINTER PARK, FL 32789

    $1,099,000Listed 09/21/2021 9:48AM   MLS ID: O5973126

    For Sale O5973126 - 2443 VIA SIENNA, WINTER PARK, FL 32789 39 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2424
       Built: 1981   Tax: $5,275 (2020)
    Community: Cinnamon Shores
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $6,461 (change assumption)
    Mortgage ($6,022) + Taxes in 2020 ($440)

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    Taxes:$5,275

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 2107 STAUNTON AVENUE, WINTER PARK, FL 32789

    $299,9007 Days on yellowkey   MLS ID: O5973109

    REDUCED by $25,000 (7.7%) on 09/21/2021

    For Sale O5973109 - 2107 STAUNTON AVENUE, WINTER PARK, FL 32789 0 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1337
       Built: 1942   Tax: $836 (2020)
    Community: Orange Terrace
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,713 (change assumption)
    Mortgage ($1,643) + Taxes in 2020 ($70)

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    Taxes:$836

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1875 STAUNTON AVENUE, WINTER PARK, FL 32789

    $575,000Listed 09/20/2021 11:20PM   MLS ID: O5974442

    For Sale O5974442 - 1875 STAUNTON AVENUE, WINTER PARK, FL 32789 25 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2036
       Built: 1954   Tax: $3,502 (2020)
    Community: Karolina On Killarney
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,442 (change assumption)
    Mortgage ($3,151) + Taxes in 2020 ($292)

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    Taxes:$3,502

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1746 INDIANA AVENUE UNIT 2, WINTER PARK, FL 32789

    $359,90081 Days on yellowkey   MLS ID: O5955940

    REDUCED by $15,100 (4.0%) on 09/20/2021

    For Sale O5955940 - 1746 INDIANA AVENUE UNIT 2, WINTER PARK, FL 32789 47 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1646
       Built: 2003
    Monthly Fee: $250
       Tax: $3,807 (2020)
    Community: Townhomestuscany Condo
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,539 (change assumption)
    Mortgage ($1,972) + Fees ($250) + Taxes in 2020 ($317)

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    Taxes:$3,807

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1695 LEE ROAD UNIT B213, WINTER PARK, FL 32789

    $134,90011 Days on yellowkey   MLS ID: O5972321

    REDUCED by $5,000 (3.6%) on 09/20/2021

    For Sale O5972321 - 1695 LEE ROAD UNIT B213, WINTER PARK, FL 32789 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 881
       Built: 1966   Tax: $975 (2020)
    Community: Waterfall Cove
    Pool: No

    Condo


    Estimated Monthly Payment: $820 (change assumption)
    Mortgage ($739) + Taxes in 2020 ($81)

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    Taxes:$975

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 903 BUNGALOW AVENUE UNIT 903, WINTER PARK, FL 32789

    $1,250,000Listed 09/20/2021 3:47PM   MLS ID: O5973305

    For Sale O5973305 - 903 BUNGALOW AVENUE UNIT 903, WINTER PARK, FL 32789 0 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1954
       Built: 2009   Tax: $3,432 (2020)
    Community: Bungalow Park
    Pool: No

    Townhouse


    Estimated Monthly Payment: $7,135 (change assumption)
    Mortgage ($6,849) + Taxes in 2020 ($286)

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    Taxes:$3,432

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2020

    Middle School: None


  • 2648 GALLIANO CIRCLE, WINTER PARK, FL 32792

    $300,000Listed 09/20/2021 3:46PM   MLS ID: O5974315

    For Sale O5974315 - 2648 GALLIANO CIRCLE, WINTER PARK, FL 32792 0 photos

    Bed: 2   Bath: 3.0
    Liv Area Sq Ft: 1550
       Built: 2004   Tax: $1,120 (2020)
    Community: Vistas At Lake Howell
    Pool: No

    Townhouse


    Estimated Monthly Payment: $1,737 (change assumption)
    Mortgage ($1,644) + Taxes in 2020 ($93)

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    Taxes:$1,120

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 2420 SALISBURY BOULEVARD, WINTER PARK, FL 32789

    $887,000113 Days on yellowkey   MLS ID: O5947895

    REDUCED by $2,000 (0.2%) on 09/20/2021

    For Sale O5947895 - 2420 SALISBURY BOULEVARD, WINTER PARK, FL 32789 24 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2811
       Built: 2021   Tax: $3,704 (2020)
    Community: Glencoe Sub
    Pool: No

    Single Family


    Estimated Monthly Payment: $5,169 (change assumption)
    Mortgage ($4,860) + Taxes in 2020 ($309)

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    Taxes:$3,704

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2020

    Middle School: College Park Middle


  • 5219 ALBERT DRIVE, WINTER PARK, FL 32792

    $345,00026 Days on yellowkey   MLS ID: O5968891

    REDUCED by $10,000 (2.8%) on 09/20/2021

    For Sale O5968891 - 5219 ALBERT DRIVE, WINTER PARK, FL 32792 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1247
       Built: 1979   Tax: $1,117 (2020)
    Community: Wrenwood Unit 3 3Rd Add
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,983 (change assumption)
    Mortgage ($1,890) + Taxes in 2020 ($93)

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    Taxes:$1,117

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 420 SYLVAN DRIVE, WINTER PARK, FL 32789

    $1,199,000Listed 09/20/2021 3:08PM   MLS ID: A4512747

    For Sale A4512747 - 420 SYLVAN DRIVE, WINTER PARK, FL 32789 19 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2673
       Built: 1950   Tax: $5,096 (2020)
    Community: Sylvan Park
    Pool: No

    Single Family


    Estimated Monthly Payment: $6,994 (change assumption)
    Mortgage ($6,570) + Taxes in 2020 ($425)

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    Taxes:$5,096

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 1631 ONECO AVENUE, WINTER PARK, FL 32789

    $1,599,9001 Day on yellowkey   MLS ID: O5974226

    For Sale O5974226 - 1631 ONECO AVENUE, WINTER PARK, FL 32789 3 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3488
       Built: 1968   Tax: $2,188 (2020)
    Community: Winter Park Heights
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $8,949 (change assumption)
    Mortgage ($8,766) + Taxes in 2020 ($182)

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    Taxes:$2,188

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 1550 DODD ROAD, WINTER PARK, FL 32792

    $1,380,00087 Days on yellowkey   MLS ID: O5952901

    27 Days Off yellowkey (back on 9/20/2021)

    REDUCED by $119,000 (7.9%) on 07/18/2021

    For Sale O5952901 - 1550 DODD ROAD, WINTER PARK, FL 32792 79 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 5220
       Built: 1968   Tax: $7,515 (2020)
    Community: Acreage & Unrec
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $8,188 (change assumption)
    Mortgage ($7,561) + Taxes in 2020 ($626)

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    Taxes:$7,515

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 531 BYRON ROAD, WINTER PARK, FL 32792

    $422,50026 Days on yellowkey   MLS ID: O5968510

    14 Days Off yellowkey (back on 9/20/2021)

    For Sale O5968510 - 531 BYRON ROAD, WINTER PARK, FL 32792 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1957   Tax: $4,086 (2020)
    Community: Eastgate Sub
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,656 (change assumption)
    Mortgage ($2,315) + Taxes in 2020 ($341)

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    Taxes:$4,086

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 2318 MULBRY DRIVE, WINTER PARK, FL 32789

    $420,0001 Day on yellowkey   MLS ID: O5974152

    For Sale O5974152 - 2318 MULBRY DRIVE, WINTER PARK, FL 32789 0 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1139
       Built: 1952   Tax: $3,944 (2020)
    Community: Lake Forest Park
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $2,630 (change assumption)
    Mortgage ($2,301) + Taxes in 2020 ($329)

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    Taxes:$3,944

    Elementary School: Hillcrest Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Audubon Park K-8


  • WINTER PARK, FL 32792

    $314,90031 Days on yellowkey   MLS ID: S5055390

    REDUCED by $5,000 (1.6%) on 09/20/2021

    For Sale S5055390 - WINTER PARK, FL 32792 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1412
       Built: 1958   Tax: $3,532 (2020)

    Pool: No

    Single Family


    Estimated Monthly Payment: $2,020 (change assumption)
    Mortgage ($1,725) + Taxes in 2020 ($294)

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    Taxes:$3,532

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 350 CAROLINA AVENUE UNIT 305, WINTER PARK, FL 32789

    $479,0003 Days on yellowkey   MLS ID: O5973936

    For Sale O5973936 - 350 CAROLINA AVENUE UNIT 305, WINTER PARK, FL 32789 0 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1544
       Built: 2006   Tax: $5,848 (2021)
    Community: Park West Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($2,625) + Taxes in 2021 ($487)

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    Taxes:$5,848

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2021

    Middle School: Audubon Park K-8




Why Bother Searching Elsewhere for Winter Park Homes for Sale and Other Real Estate?

Winter Park home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Park listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2021 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.